2-氨基-6-(环己基甲氧基)苯甲腈 | 1009734-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-氨基-6-(环己基甲氧基)苯甲腈
• 英文名称: 2-amino-6-(cyclohexylmethoxy)benzonitrile
• CAS: 1009734-35-3
• 化学式: C₁₄H₁₈N₂O
• 分子量: 230.31
• InChiKey: VTIYQJBUXYMTJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基-6-(环己基甲氧基)苯甲腈 生成 4-amino-5-(cyclohexylmethoxy)-2-methylquinoline-3-carboxylic acid
  参考文献：
  名称：

  METHOD OF IMPROVING STABILITY OF SWEET ENHANCER AND COMPOSITION CONTAINING STABILIZED SWEET ENHANCER

  摘要：

  本发明包括在甜味增强剂暴露于光源时稳定一个或多个甜味增强剂的方法，以及包含一个或多个甜味增强剂和一个或多个光稳定剂的液体组合物。

  公开号：

  US20120041078A1
• 作为产物：
  描述：

  2-(Cyclohexylmethoxy)-6-nitrobenzonitrile 在 palladium on activated charcoal 环己烯 作用下， 以 乙醇 为溶剂， 反应 7.5h， 生成 2-氨基-6-(环己基甲氧基)苯甲腈
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Novel 2,4-Diaminoquinazoline Derivatives as SMN2 Promoter Activators for the Potential Treatment of Spinal Muscular Atrophy

  摘要：

  Proximal spinal muscular atrophy (SMA) is an autosomal recessive disorder characterized by death of motor neurons in the spinal cord that is caused by deletion and/or mutation of the survival motor neuron gene (SMN1). Adjacent to SMN1 are a variable number of copies of the SMN2 gene. The two genes essentially differ by a single nucleotide, which causes the majority of the RNA transcripts from SMN2 to lack exon 7. Although both SMN1 and SMN2 encode the same Smn protein amino acid sequence, the loss of SMN1 and incorrect splicing of SMN2 have the consequence that Smn protein levels are insufficient for the survival of motor neurons. The therapeutic goal of our medicinal chemistry effort was to identify small-molecule activators of the SMN2 promoter that, by up-regulating gene transcription, would produce greater quantities of full-length Smn protein. Our initial medicinal chemistry effort explored a series of C5 substituted benzyl ether based 2,4-diaminoquinazoline derivatives that were found to be potent activators of the SMN2 promoter; however, inhibition of DHFR was shown to be an off-target activity that was linked to ATP depletion. We used a structure-guided approach to overcome DHFR inhibition while retaining SMN2 promoter activation. A lead compound 11a was identified as having high potency (EC50 = 4 nM) and 2.3-fold induction of the SMN2 promoter. Compound Ila possessed desirable pharmaceutical properties, including excellent brain exposure and long brain half-life following oral dosing to mice. The piperidine compound Ila up-regulated expression of the mouse SMN gene in NSC-34 cells, a mouse motor neuron hybrid cell line. In type I SMA patient fibroblasts, compound Ila induced Smn in a dose-dependent manner when analyzed by immuno-blotting and increased the number of intranuclear particles called gems. The compound restored gems numbers in type I SMA patient fibroblasts to levels near unaffected genetic carriers of SMA.

  DOI：

  10.1021/jm061475p

文献信息

• SWEET FLAVOR MODIFIER
  申请人：TACHDJIAN Catherine

  公开号：US20110245353A1

  公开（公告）日：2011-10-06

  The present invention includes compounds having structural formula (I), or pharmaceutically acceptable salts, solvate, and/or ester thereof. These compounds are useful as sweet flavor modifiers. The present invention also includes compositions comprising the present compounds and methods of enhancing the sweet taste of ingestible compositions. Furthermore, the present invention provides methods for preparing the compounds.

  本发明包括具有结构式(I)的化合物，或其药用可接受的盐、溶剂合物和/或酯。这些化合物可用作甜味调节剂。本发明还包括包含本发明的化合物的组合物以及增强可食用组合物甜味的方法。此外，本发明提供了制备这些化合物的方法。
• Sweet flavor modifier
  申请人：SENOMYX, INC.

  公开号：US09049878B2

  公开（公告）日：2015-06-09

  The present invention includes compounds having structural formula (I), or pharmaceutically acceptable salts, solvate, and/or ester thereof. These compounds are useful as sweet flavor modifiers. The present invention also includes compositions comprising the present compounds and methods of enhancing the sweet taste of ingestible compositions. Furthermore, the present invention provides methods for preparing the compounds.

  本发明包括具有结构式（I）的化合物，或其药学上可接受的盐，溶剂化合物和/或酯。这些化合物可用作甜味调节剂。本发明还包括包含本发明化合物的组合物以及增强可摄入组合物的甜味的方法。此外，本发明提供制备这些化合物的方法。
• Method of improving stability of sweet enhancer and composition containing stabilized sweet enhancer
  申请人：Tachdjian Catherine

  公开号：US09000054B2

  公开（公告）日：2015-04-07

  The present invention includes methods of stabilizing one or more sweet enhancers when they are exposed to a light source as well as liquid compositions containing one or more sweet enhancers and one or more photostabilizers.

  本发明涉及一种在暴露于光源时稳定一种或多种甜味增强剂的方法，以及含有一种或多种甜味增强剂和一种或多种光稳定剂的液体组合物。
• US8592592B2
  申请人：——

  公开号：US8592592B2

  公开（公告）日：2013-11-26
• US9000054B2
  申请人：——

  公开号：US9000054B2

  公开（公告）日：2015-04-07